Man, Kelsey and I are planners to a fault. We're your stereotypical Type-A couple and then some. And by then some I mean I grew up in a military household then spent 5 years in the service myself, where my branch's motto was about always being prepared and having a plan. Now being prepared and things having a place works incredibly well with living on a sailboat. Plans, however, do not.

Our lovely sailboat we call home is not a planner. By her nature, she is always going wherever the wind takes her. Plans are not something she controls but something Mother Nature does. She's a stoic who knows what's in her sphere of influence and what isn't.

For us, this lesson has been a hard taught one. For example, when we bought Lucidity about a year ago we planned on keeping her on the hard in Indiantown for a month to do a bottom job and install an ice box conversion. Didn't happen. Bottom job is now overdue and we own an Engel. How about our first year cruising plans? Ha! We were bound for Havana & Dry Tortugas by last Fall at the absolute latest. Poor Luci hasn't left the dock in 11 months!

I could go on and on sharing our other best-laid plans since moving aboard but I'll spare you the monotony. We can plan all we want but at the end of the day, old man universe is going to do whatever the hell he wants. We've found what works best for us is having a few loose plans in place so that way when it comes time for one to come to fruition, it usually involves either a combination or deviation of all of them.

Sailing the Caribbean by the end of 2017 was admittedly a very loose plan. After founding an early-stage tech company this past October, the Caribbean seemed more like a distant dream than anything reminiscent of a plan. 6 months out it's looking like our reality now. But who knows. We've learned to take after Luci and just go wherever the wind blows us.